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House holiday rentals in San Benedetto del Tronto

Find and book unique houses on Airbnb

Quick stats about house rentals in San Benedetto del Tronto

  • Total holiday rentals

    Explore 30 holiday rentals in San Benedetto del Tronto

  • Nightly prices starting at

    San Benedetto del Tronto holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 220 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of San Benedetto del Tronto holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Benedetto del Tronto rentals

  • 4.7 Average rating

    San Benedetto del Tronto stays receive an average rating of 4.7 out of 5 from guests

Top-rated house rentals in San Benedetto del Tronto

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
A private outdoor space features a whirlpool, surrounded by greenery. A swing chair and white patio furniture offer relaxation options. An umbrella provides shade, and the sea can be seen in the distance, enhancing the tranquil atmosphere.
Home in Roseto degli Abruzzi
4.94 out of 5 average rating, 90 reviews

Seaside tavern

A beautiful tavern/loft with a wide sea view that encompasses miles of Abruzzo coastline. Your awakenings will be made unique and unforgettable. Located near the medieval historic center of Montepagano: a village born in the 11th century where disconnecting from the city's frenzy has never been easier. Just 4 km away, you can enjoy beautiful days at the beach in the town of Roseto degli Abruzzi, which has always been a popular tourist destination. Since 1999, the municipality has been awarded the Blue Flag.

Top guest favourite
The exterior of a stone cottage is featured, showcasing a rustic facade adorned with a wall-mounted lantern and potted plants. A window with iron bars allows natural light to filter in, while the surrounding area is filled with olive trees and a clear blue sky above.
Home in Stracca
5 out of 5 average rating, 26 reviews

L'Ulivo e il Pioppo Holiday Home

A small house in the peaceful Abruzzo countryside, with large outdoor spaces, also suitable for families with pets. Located in a quiet countryside neighborhood, 5 minutes from the famous seaside resorts of Roseto degli Abruzzi and Pineto, and 25 minutes from the entrance to the Gran Sasso National Park and the Laga Mountains. It enjoys the proximity of the Roseto and Atri/Pineto highway exits, only 15 minutes away. Ideal for relaxing with family and having fun with friends in a welcoming place.

Superhost
An aerial view showcases a private poolside area surrounded by lush greenery and a well-maintained patio. The inviting pool displays crystal-clear water, with a small seating area near the edge. A charming house with a wooden exterior is visible, enhancing the tranquil ambiance.
Home in Ascoli Piceno
4.76 out of 5 average rating, 212 reviews

La Casetta - Entire house 5 minutes from the center.

Your Oasis of Relaxation in the Marche Region The CASETTA is a cozy home located in the open countryside, just minutes from the historic city of Ascoli Piceno. Surrounded by a lush and unspoiled agricultural landscape, it offers guests a stay experience that combines modern comfort with the authentic atmosphere of the Marche countryside. Thanks to its strategic location, it is the ideal starting point to explore the historic center, the mountains and the sea, all within a few minutes' drive.

Superhost
An inviting dining setting is showcased on a loggia, featuring a table set with plates and glasses. Two reclining chairs are positioned nearby, framed by an archway that reveals a stunning view of rolling hills and mountains in the background.
Home in Santa Vittoria in Matenano
4.81 out of 5 average rating, 37 reviews

Views from the roof of Le Marche

Welcome to real Italy. This is a unique home, named locally as Casa Matita (The Pencil House). It has an awesome view awaiting you from the loggia (roofed terrace). Relax, read, drink prosecco or dine while watching amazing sunsets in the peaceful medieval village of Santa Vittoria. At the top of the hill-top village, the house enjoys a 180-degree panorama of the sea and the mountains (both 45 mins). Recently restored, with three double bedrooms, parking 50m and shops/bakery/taverna 200m.

Guest favourite
A welcoming entrance is framed by a wrought iron awning, leading down a stone pathway bordered by lush greenery and blooming flowers. The view reveals the sparkling blue sea in the distance, enhancing the sense of an inviting coastal retreat.
Home in Colonnella
4.93 out of 5 average rating, 70 reviews

Casa Belvedere

The House is located in the historic center of Colonnella, a few kilometers from the blue flag beaches of Alba Adriatica, Tortoreto, Giulianova, San Benedetto del Tronto and 26 km from Ascoli Piceno. Completely renovated with spectacular panoramic views and large terrace overlooking the Adriatic Sea. The apartment consists of a bedroom with double bed, bathroom and living room with kitchenette and double sofa bed. Bars, wineries, restaurants and supermarkets are just a short walk away.

Top guest favourite
A serene outdoor space is depicted, featuring a stone patio with seating arrangements under a canopy. Lush green trees and rolling hills are visible in the background, while a clear blue sky is adorned with fluffy clouds. A planter with flowers adds a touch of color to the scene.
Home in Ascoli Piceno
5 out of 5 average rating, 22 reviews

Giardino sul Fiume: relax a 10 min dal centro

Enjoy nature 400 meters from the central square of Ascoli. You can get to the center with a walk. House with garden overlooking the river and the Papal Paper Mill. A quiet and peaceful place. You will be greeted by the warmth of the rustic environment of a typical Italian house, built by my grandfather in 1922, with exposed stone masonry. The Castellano River, which can be easily reached on foot, is perfect for a walk in any season or a cool summer swim. We look forward to seeing you!

Superhost
The two-story farmhouse features a spacious lawn framed by bare trees. A covered pergola extends from the house, providing a shaded area with seating beneath it. Wooden shutters adorn the upper windows, while the exterior is highlighted by a warm brick facade.
Home in Colli del Tronto
4.85 out of 5 average rating, 34 reviews

Corner of paradise - Alpaca village nature and relaxation

Typical Marche farmhouse on two floors with a fabulous pergola overlooking the garden. The house is 1 km from the center of the village. Immersed in the Marche countryside, the house is located a few meters from the Tronto river and bordering the bike path that connects S. Benedetto. Not having houses in the immediate vicinity, the house allows you to fully enjoy your stay in absolute freedom (even with music until late at night). A barbecue and wood-burning oven are available.

Top guest favourite
A bright dining area is presented, featuring a round white table surrounded by four minimalist chairs. Soft natural light filters through sheer curtains, creating a serene atmosphere. A small decorative plant sits at the center of the table, while a corner floor lamp adds an inviting detail.
Home in Ascoli Piceno
4.97 out of 5 average rating, 30 reviews

A stone's throw from the square

Enjoy a stylish vacation in this property in the heart of the historic center, a newly built apartment with all the services available, with a large terrace where you can relax and enjoy a snack prepared in the fully equipped kitchen. The property is completed by a beautiful double bedroom with TV and a living room with a comfortable sofa bed and reading space. In the surroundings there are all the amenities: parking and all the most beautiful monuments of the city.

Guest favourite
A balcony view showcases rolling green hills and a clear blue sky. In the foreground, a lantern with a candle is positioned on a table, while a swimming pool is visible below, framed by manicured lawns and wooden lounging areas.
Home in Montalto delle Marche
4.93 out of 5 average rating, 41 reviews

Mini apartment with pool Villa Cerqueto

The apartment, ideal for 2/5 people, consists of a large and bright living area with kitchenette, sofa bed, TV and Wi-Fi; a spacious bedroom with double bed and bunk bed and a large balcony where you can eat. The bathroom is inside the room. The swimming pool and garden are shared with all the guests of the property. The Agostini family, owner and resident of the property, will always be ready to respond to every need while respecting the privacy of its guests.

Guest favourite
An expansive pool is surrounded by a smooth stone deck, featuring a bright pink inflatable float. Lush greenery and a view of rolling hills stretch beyond the water, under a clear blue sky, creating a serene outdoor space for relaxation.
Home in Mosciano Sant'Angelo
5 out of 5 average rating, 15 reviews

La Betulla - Majesty View LUX

Escape to an exclusive 4-bedroom luxury villa set within 25,000 sqm of breathtaking landscapes in the heart of Italy. Perfect for those seeking relaxation, adventure, and gourmet experiences. ✨ Why You’ll Love It: 🌿 Truffle Forest & Farm Lab 🏊‍♂️ Expansive Pool & Outdoor Lounge - Unwind in pure luxury 🛏️ Elegant & Spacious Interiors 🌍 Prime Location – Close to the Adriatic Coast & top cultural destinations Book now for a one-of-a-kind Italian escape! 🌟

Superhost
A refreshing outdoor pool is surrounded by a wooden deck and white lounge chairs. Lush trees and an open landscape featuring rolling hills and vineyards are visible in the background, along with a clear blue sky.
Home in Controguerra
4.77 out of 5 average rating, 52 reviews

Apartment 1 Panoramic Terrace 2-3 Pax

The farmhouse, renovated in rustic style with exposed bricks is set in a landscape between rows of vineyards and extensive olive groves. The apartment with wooden roof and a large terrace overlooking the Montagne Gemelle, the Gran Sasso, and the Monti Sibillini. You will enjoy the quiet of the countryside in a true slice of agricultural life. We are inside a winery, it is possible, on request, to buy wine or book a themed tasting.

Guest favourite
Home in Giulianova
5 out of 5 average rating, 8 reviews

Casalmare Giulianova Scirocco

Discover the charm of Giulianova by staying at Casalmare Giulianova Scirocco, a cozy apartment ideally located for exploring the city. This lovely accommodation offers 1 bedroom + sofa bed in the living room and 1 bathroom, perfect for couples or families. Among the main amenities you will find air conditioning, heating, wireless internet, a washing machine, as well as a kitchen equipped with a stove and refrigerator.

Popular amenities for house rentals in San Benedetto del Tronto

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